Cobalt-catalyzed photopromoted carbonylation of chloroalkanes in the presence of KI

被引：8

作者：

Jia, Ying Ping ^{[1
,2
]}

Cui, Ying Na ^{[2
]}

Yin, Jing Mei ^{[2
]}

Zhou, Guang Yun ^{[2
]}

Li, Shen Min ^{[2
]}

Gao, Da Bin ^{[2
]}

Wang, Xiang Sheng ^{[1
]}

机构：

[1] Dalian Univ Technol, State Key Lab Fine Chem, Dalian 116012, Peoples R China

[2] Dalian Univ, Liaoning Key Lab Bioorgan Chem, Dalian 116622, Peoples R China

来源：

CHINESE CHEMICAL LETTERS | 2010年 / 21卷 / 09期

关键词：

Photopromoted carbonylation; Chloroalkanes; Cobalt complexes; KI; AMBIENT CONDITIONS; BROMIDES; IODIDES;

D O I：

10.1016/j.cclet.2010.04.027

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The photopromoted carbonylation of chloroalkanes with carbon monoxide catalyzed by cobalt compounds [Co(OAc)(2), CoCl(2)] in the presence of KI was carried out under ambient conditions. The results revealed that the catalytic activity of Co(OAc)(2) was higher than that of CoCl(2). A basic additive NaOAc was beneficial to the reaction. Interestingly, with NaOAc as an additive, Co(OAc)(2) and CoCl(2) exhibited similar catalytic activity. Preliminary work showed that the role of iodide ion was initially to form active iodoalkanes via substituting chloride ion in chloroalkanes in situ, and then, the carbonylation of iodoalkanes proceeded under irradiation. (C) 2010 Xiang Sheng Wang. Published by Elsevier B.V. on behalf of Chinese Chemical Society. All rights reserved.

引用

页码：1033 / 1036

页数：4

共 8 条

[1] Cobalt-catalyzed photolytic methoxycarbonylation of bromoalkanes in the presence of a Lewis acid [J].

Cash, D ;

Combs, A ;

Dragojlovic, V .

TETRAHEDRON LETTERS, 2004, 45 (06) :1143-1145

[2] PALLADIUM(O) AND RHODIUM(I) CATALYSIS OF THE CARBONYLATION OF UNACTIVATED BROMIDES [J].

HASHEM, KE ;

WOELL, JB ;

ALPER, H .

TETRAHEDRON LETTERS, 1984, 25 (43) :4879-4880

[3]

KANG XH, 1995, PHOTOCHEMISTRY PRINC, P178

[4] PHOTOCHEMICAL CARBONYLATION OF ALKYL IODIDES IN THE PRESENCE OF VARIOUS METAL-CARBONYLS [J].

KONDO, T ;

TSUJI, Y ;

WATANABE, Y .

TETRAHEDRON LETTERS, 1988, 29 (31) :3833-3836

[5]

Sun Y, 2003, CHINESE CHEM LETT, V14, P575

[6] PLATINUM COMPLEX CATALYZED CARBONYLATION OF ORGANIC IODIDES - EFFECTIVE CARBONYLATION OF ORGANIC IODIDES HAVING BETA-HYDROGENS ON SATURATED SP3 CARBONS [J].

TAKEUCHI, R ;

TSUJI, Y ;

FUJITA, M ;

KONDO, T ;

WATANABE, Y .

JOURNAL OF ORGANIC CHEMISTRY, 1989, 54 (08) :1831-1836

[7] THE CRYSTAL STRUCTURES OF NICKEL ACETATE, NI(CH3COO)2.4H2O, AND COBALT ACETATE, CO(CH3COO)2.4H2O [J].

VANNIEKERK, JM ;

SCHOENING, FRL .

ACTA CRYSTALLOGRAPHICA, 1953, 6 (07) :609-612

[8]

Wen T, 2005, CHINESE CHEM LETT, V16, P1455

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